NP-MRD: Showing NP-Card for (5r,6s)-7,9-dibromo-3-[(3z,5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol (NP0166909)

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Record Information

Version

2.0

Created at

2022-09-03 02:22:44 UTC

Updated at

2022-09-03 02:22:44 UTC

NP-MRD ID

NP0166909

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5r,6s)-7,9-dibromo-3-[(3z,5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol

Description

(5R,6S)-7,9-dibromo-3-[(3Z,5R,10S)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]Deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]Deca-7,9-dien-6-ol belongs to the class of organic compounds known as isoxazolidines. These are organic heterocyclic compounds containing an isoxazolidine moiety, with a structure characterized by a five-member saturated aliphatic ring with one oxygen atom and one nitrogen atom at ring positions 1 and 2, respectively. (5r,6s)-7,9-dibromo-3-[(3z,5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol is found in Pseudoceratina purpurea. Based on a literature review very few articles have been published on (5R,6S)-7,9-dibromo-3-[(3Z,5R,10S)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]Deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]Deca-7,9-dien-6-ol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032204222D          

 30 33  0  0  1  0            999 V2000
   -3.0238    4.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2169    4.7437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9619    3.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1550    3.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6029    4.4007    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9000    3.0030    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0931    2.8314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4521    2.3899    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2590    2.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5140    3.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3209    3.5175    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674    2.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6820    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    1.8414    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1570    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195   -1.0164    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2695   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4521    1.0550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9370    1.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  1  0  0  0
 16 27  1  6  0  0  0
 27 28  1  0  0  0  0
 14 28  1  0  0  0  0
 13 29  1  0  0  0  0
 29 30  1  0  0  0  0
  8 30  1  6  0  0  0
M  END

     RDKit          3D

 48 51  0  0  0  0  0  0  0  0999 V2000
   -7.7828    0.5824    0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7262    0.4701   -0.7348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4135    0.4106   -0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8348   -0.7159    0.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8030   -2.3670   -0.1984 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.4723   -0.8341    0.5411 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7491   -1.7447   -0.2848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7046    0.4221    0.7290 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4152    1.6289    0.3855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6411    1.6503   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5174    3.2886   -0.4954 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945    0.3867   -0.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5179   -0.3757    0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6498   -0.8291    0.4808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3965   -0.7407   -0.8011 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8266   -0.9318   -0.2256 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7768   -1.2361   -1.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9005   -0.5855   -1.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1303   -1.0154   -2.8519 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.2370    0.5055   -0.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4420    1.2197   -0.7302 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6193    0.7965   -0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4279    0.8348    0.4184 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9881    2.3063    1.5456 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.1531    0.1703    0.7049 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1022    1.0997    0.8265 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5323   -2.0759    0.5716 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5268   -1.5682    1.3365 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2265   -0.4647    2.0594 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2368    0.4361    2.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6084    1.5146    0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6878   -0.2893    0.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7651    0.5152   -0.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4675   -1.3898    1.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0573   -2.2027    0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9343    2.6151    0.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0390    1.3870   -0.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333   -0.2353   -0.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2001   -1.5876   -1.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3252    0.2441   -1.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5613   -2.0435   -1.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4643    1.4539   -0.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4950    0.7453    1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8696   -0.2490   -0.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642   -0.2257    1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2856    1.8601    0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4207   -1.6993    2.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9667   -1.1370    2.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8 12  1  0
 12 13  1  0
 13 29  1  0
 29 30  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 27  1  1
 27 28  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10  3  1  0
  8 30  1  1
 28 14  1  0
 25 16  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 34  1  1
  7 35  1  0
 12 37  1  0
 12 38  1  0
 29 48  1  0
 15 39  1  0
 15 40  1  0
 28 47  1  0
 17 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
 25 45  1  1
 26 46  1  0
  9 36  1  0
M  END


  Mrv1652309032204222D          

 30 33  0  0  1  0            999 V2000
   -3.0238    4.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2169    4.7437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9619    3.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1550    3.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6029    4.4007    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9000    3.0030    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0931    2.8314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4521    2.3899    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2590    2.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5140    3.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3209    3.5175    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674    2.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6820    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    1.8414    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1570    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195   -1.0164    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2695   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4521    1.0550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9370    1.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  1  0  0  0
 16 27  1  6  0  0  0
 27 28  1  0  0  0  0
 14 28  1  0  0  0  0
 13 29  1  0  0  0  0
 29 30  1  0  0  0  0
  8 30  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0166909

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(Br)[C@@H](O)[C@@]2(C\C(NO2)=C2/C[C@@]3(ON2)C=C(Br)C(OC)=C(Br)[C@H]3O)C=C1Br

> <INCHI_IDENTIFIER>
InChI=1S/C18H18Br4N2O6/c1-27-13-7(19)3-17(15(25)11(13)21)5-9(23-29-17)10-6-18(30-24-10)4-8(20)14(28-2)12(22)16(18)26/h3-4,15-16,23-26H,5-6H2,1-2H3/b10-9-/t15-,16-,17+,18+/m1/s1

> <INCHI_KEY>
MSUQRBGGMAYWIP-CUVJCVNXSA-N

> <FORMULA>
C18H18Br4N2O6

> <MOLECULAR_WEIGHT>
677.966

> <EXACT_MASS>
673.789838

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
49.88835842107168

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5R,6S)-7,9-dibromo-3-[(3Z,5R,10S)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol

> <ALOGPS_LOGP>
3.39

> <JCHEM_LOGP>
-0.205187201333333

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.711919422489299

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.109859431094588

> <JCHEM_PKA_STRONGEST_BASIC>
1.7420823717002916

> <JCHEM_POLAR_SURFACE_AREA>
101.44000000000001

> <JCHEM_REFRACTIVITY>
150.46419999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5R,6S)-7,9-dibromo-3-[(3Z,5R,10S)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.645   9.175   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.138   8.855   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.662   7.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.156   7.070   0.000  0.00  0.00           C+0
HETATM    5 Br   UNK     0      -1.125   8.215   0.000  0.00  0.00          Br+0
HETATM    6  C   UNK     0      -1.680   5.606   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.174   5.285   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.711   4.461   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.217   4.781   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.693   6.246   0.000  0.00  0.00           C+0
HETATM   11 Br   UNK     0      -6.199   6.566   0.000  0.00  0.00          Br+0
HETATM   12  C   UNK     0      -1.246   3.985   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.246   2.445   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.465   2.016   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.140   2.104   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.680   2.104   0.000  0.00  0.00           C+0
HETATM   19 Br   UNK     0       5.450   3.437   0.000  0.00  0.00          Br+0
HETATM   20  C   UNK     0       5.450   0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.990   0.770   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.760   2.104   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.680  -0.564   0.000  0.00  0.00           C+0
HETATM   24 Br   UNK     0       5.450  -1.897   0.000  0.00  0.00          Br+0
HETATM   25  C   UNK     0       3.140  -0.564   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.370  -1.897   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.465  -0.476   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0      -0.000   0.000   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      -2.711   1.969   0.000  0.00  0.00           N+0
HETATM   30  O   UNK     0      -3.616   3.215   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   12   30                                             
CONECT    9    8   10                                                       
CONECT   10    9    3   11                                                  
CONECT   11   10                                                            
CONECT   12    8   13                                                       
CONECT   13   12   14   29                                                  
CONECT   14   13   15   28                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   25   27                                             
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   16   26                                                  
CONECT   26   25                                                            
CONECT   27   16   28                                                       
CONECT   28   27   14                                                       
CONECT   29   13   30                                                       
CONECT   30   29    8                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₈Br₄N₂O₆

Average Mass

677.9660 Da

Monoisotopic Mass

673.78984 Da

IUPAC Name

(5R,6S)-7,9-dibromo-3-[(3Z,5R,10S)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol

Traditional Name

(5R,6S)-7,9-dibromo-3-[(3Z,5R,10S)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol

CAS Registry Number

Not Available

SMILES

COC1=C(Br)[C@@H](O)[C@@]2(C\C(NO2)=C2/C[C@@]3(ON2)C=C(Br)C(OC)=C(Br)[C@H]3O)C=C1Br

InChI Identifier

InChI=1S/C18H18Br4N2O6/c1-27-13-7(19)3-17(15(25)11(13)21)5-9(23-29-17)10-6-18(30-24-10)4-8(20)14(28-2)12(22)16(18)26/h3-4,15-16,23-26H,5-6H2,1-2H3/b10-9-/t15-,16-,17+,18+/m1/s1

InChI Key

MSUQRBGGMAYWIP-CUVJCVNXSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Pseudoceratina purpurea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoxazolidines. These are organic heterocyclic compounds containing an isoxazolidine moiety, with a structure characterized by a five-member saturated aliphatic ring with one oxygen atom and one nitrogen atom at ring positions 1 and 2, respectively.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolidines

Sub Class

Isoxazolidines

Direct Parent

Isoxazolidines

Alternative Parents

Substituents

Isoxazolidine
Bromohydrin
Halohydrin
Secondary alcohol
Oxacycle
Vinyl bromide
Vinyl halide
Haloalkene
Bromoalkene
N-organohydroxylamine
Azacycle
Organooxygen compound
Organonitrogen compound
Alcohol
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organohalogen compound
Organobromide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.39	ALOGPS
logP	-0.21	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	12.11	ChemAxon
pKa (Strongest Basic)	1.74	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	101.44 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	150.46 m³·mol⁻¹	ChemAxon
Polarizability	49.89 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

32679323

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76764482

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5r,6s)-7,9-dibromo-3-[(3z,5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol (NP0166909)

MOL for NP0166909 ((5r,6s)-7,9-dibromo-3-[(3z,5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol)

3D MOL for NP0166909 ((5r,6s)-7,9-dibromo-3-[(3z,5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol)

3D SDF for NP0166909 ((5r,6s)-7,9-dibromo-3-[(3z,5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol)

3D-SDF for NP0166909 ((5r,6s)-7,9-dibromo-3-[(3z,5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol)

PDB for NP0166909 ((5r,6s)-7,9-dibromo-3-[(3z,5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol)

3D PDB for NP0166909 ((5r,6s)-7,9-dibromo-3-[(3z,5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol)

SMILES for NP0166909 ((5r,6s)-7,9-dibromo-3-[(3z,5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol)

INCHI for NP0166909 ((5r,6s)-7,9-dibromo-3-[(3z,5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol)

Structure for NP0166909 ((5r,6s)-7,9-dibromo-3-[(3z,5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol)

3D Structure for NP0166909 ((5r,6s)-7,9-dibromo-3-[(3z,5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-6,8-dien-3-ylidene]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-7,9-dien-6-ol)